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1.
Someone who ardently and incomprehensibly wears Converse shoes because he or she believes it to be cool. This behavior is seen most predominantly in the Emo subculture, hence the term "Chuck Fucker" becoming synomonous with "Emo Kid".
"Man, when did Norris start wearing those faggy shoes?"
"I don't know man, what a chuck fucker!"
"That chuck fucking Norris!"
by Carl Gadson January 28, 2006
 
2.
a choo-choo train of men taking it analy starting with one man who sucks the first man's who-who-dilly
"that dude is such a chuckfucker"
"I seriously saw him doing the locomotion with dicks and asses"
by Scotty McFly November 23, 2004